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Real solutions

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An overview of some chemistry I performed at UK.

An overview of some chemistry I performed at UK.

Published in: Career, Technology, Education

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Transcript

  • 1. Real Solutions to Chemical Problems
  • 2. Our focus Our effort focused on the design and development of efficient catalytic systems for the selective hydrogenation of C=O bonds in furan derivatives.
  • 3. The hydrogenation and hydrogenolysis of furfural to 2-Methyl Furan.
    • Coordination and heterolytic cleavage of H 2
    • The protonation of the aldehyde.
    • Hydride attack on activated substrate generates alcohol.
    • The protonation of the alcohol
    • Hydride attack and elimination of water gives 2-methyl furan.
  • 4. Synthesis of pre-catalysts
    • Preparation of cis - dichloride
    2. Unsaturation produces pre-catalyst. ( 1b ) 31 P{ 1 H} NMR (CDCl 3 ): δ 83.5 (t), 56.8 (t) (62% yield) ( 2a ) 31 P{ 1 H} NMR (CDCl 3 ): δ 130.3 (t), 118.5 (t) (48% yield) ( 2b ) 31 P{ 1 H} NMR (CDCl 3 ): δ 134.6 (t), 133.4 (t) (56% yield)
  • 5. Synthesis, Characterization, and Reactivity of Iridium(III) Dithiolate Complexes.
  • 6. New Synthetic strategy with DMSO ( 6a ) 77% yield ( 7a ) 68% yield
  • 7. New synthetic strategy with COD ( 8a ) 89 % yield ( 8b ) 82 % yield ( 9a ) 78 % yield ( 9b ) 45 % yield
  • 8. Oxidative addition ( 7b ) 56 % yield ( 10a ) 59 % yield ( 10a ) 31 P{ 1 H} NMR (CDCl 3 ): δ 94 (d, Ir-Pyr 2 ), 92 (d, Ir-Ppyr 2 ). ( 7b ) 31 P{ 1 H} NMR (CDCl 3 ): δ 33.1 (d, Ir-PPh 2 ), 32.1 (d Ir-PPh 2 ).
  • 9. Conclusions
    • Several new complexes were synthesized and studied.
    • Novel synthetic strategies were developed for the preparation of these systems.
    • These new strategies incorporate the ability to tune ancillary ligands thus tuning the metal center for steric and electronic factors.